Assistant Property Manager Jobs in Chicago, IL
Assistant Property Manager jobs in Chicago are concentrated across Lincoln Park, the Loop, River North, and Streeterville, with steady demand from residential high-rises, mixed-use developments, and commercial property management firms. Employers hiring right now include HHDC, 5T Management, and Peak Properties. Find a role that fits below and apply directly.
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Job Title: Assistant Property Manager – Scattered Sites (Hyde Park Portfolio)
Reports to: Property Manager or Regional Property Manager
Job Overview:
The Assistant Property Manger assists with preserving and increasing the value of a real estate investment. They assist with managing the day-to-day operations for multiple residential buildings/portfolios and takes action to best meet the owner’s goals and objectives.
Specifically, they assist the Property Manager with tenant relations, collecting rent, monitoring agreements, and ensuring the property is in good working order.
Primary Responsibilities:
Tenant Relations
- Coordinates tenant move-ins, move-outs, and at times, renewals of residents
- Enforce terms of rental agreements, resolve tenant complaints, and if needed, oversee eviction proceedings
- Communicate and build strong relationships with tenants (re: repairs, status of capital improvements, tenant concerns)
- Provides timely, attentive, upbeat service to residents, making sure their needs are met or explained in a manner that reflects positively on the company or business
Facilities Management
- Regularly inspect property to ensure it is in good working order; common areas are clean and well maintained, and the building meets requirements
- Assist manager with collection of vendor updates and new bids from contractors
- Assists the maintenance coordinator to schedule repairs and resolve emergency maintenance issues in a timely manner
- Coordinate with contractors to assess problems and make needed repairs for larger construction projects or building issues
- Issues and replaces/makes keys with a key cutting machine
- Ensures compliance and organization of owner(s) and management agreement with utility companies
- Assists in coordination of various maintenance special or yearly upkeep projects assigned by property manager
Financial Reporting
- Pull financial reports for Property Manager or Property Manager as requested
- Assist in handling utility vendor approvals and invoice discrepancies
Other Duties
- Encouraged to reach out and network with Peak's team of leasing agents and coordinators to grow competency and gain efficiency
- Ensure compliance with Peak Properties company policy, as well as federal and local regulations
- Attend Peak meetings and/or connect with other Peak employees to share best practices
- Additional duties as assigned by Property Manager or Management
Qualifications:
- Bachelor's degree in business administration, finance, real estate, construction
management or vocational real estate training preferred
- Interest in gaining knowledge of applicable local, state, and federal laws and regulations
- Strong interpersonal and business communication skills
- Must be detail-oriented and a motivated self-starter
- Must have the ability to multi task and work independently
- Must have high level of organization and follow up skills
- Ability to handle large volume of emails and phone calls
- Ability to assess, communicate, manage and resolve conflict
- Ability to gather detailed information and communicate it effectively to the appropriate audience
- Knowledge of property management a plus
- Basic knowledge of building and general maintenance preferred
- Competence with and/or desire to learn and use systems/tools (Yardi, Excel)
- Computer proficiency in Microsoft Office (Excel, Word, Outlook)
Availability and Work Hours:
- Must be available to work standard business hours
- Must have availability to handle requests as needed outside of normal business hours
- Ability to access emails on weekends and be available to resolve issues as needed
Physical Requirements:
- Ability to use key cutting machine
- Able to lift up to 50lbs
- Must have a car and valid driver’s license
- 30% travel, property to property, within Chicagoland area
What We Offer
- Compensation: $53k-$65k
- Comprehensive benefits package including Medical (BCBS), Dental and Vision Insurance
- Eligibility for participation in a 401(k) plan
- Paid time off including vacation and sick days
- 15 Company paid Holidays and your Birthday off
- A collaborative and entrepreneurial culture committed to innovation and career growth.
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Who's Hiring

Assistant Property Manager Jobs in Chicago: Frequently Asked Questions
How do I get an assistant property manager job in Chicago?
Focus on Chicago's dense residential markets first: large multifamily operators managing high-rises in Lincoln Park, Wicker Park, and the South Loop hire consistently and often promote from within. Commercial property firms in the Loop and West Loop also run active pipelines. Candidates who combine leasing or tenant relations experience with familiarity with Chicago's condo association landscape stand out in this market.
Which companies hire assistant property managers in Chicago?
Chicago assistant property manager roles are posted by HHDC, 5T Management, and Peak Properties and others right now, based on current listings on Migrate Mate as of September 2026. The hiring base here is broad, ranging from national multifamily REITs managing downtown towers to local boutique firms handling vintage six-flats and mixed-use properties across Chicago's neighborhoods.
Are there remote assistant property manager jobs in Chicago?
Yes, but only partially: assistant property manager work is largely on-site by nature, since the role involves physical inspections, vendor coordination, and tenant interactions. About 33% of assistant property manager openings tied to Chicago are remote or hybrid as of September 2026, and those arrangements typically apply to administrative tasks like lease processing and reporting rather than day-to-day property operations.
How can I get an assistant property manager job in Chicago with little or no experience?
The most realistic entry path in Chicago is through leasing consultant roles at large multifamily communities in neighborhoods like Fulton Market or River North, where employers regularly move high-performing leasing staff into assistant manager positions. Property management companies overseeing student housing near DePaul or Loyola also hire entry-level coordinators. Strong customer service skills and basic knowledge of Chicago's residential rental market give first-time candidates a concrete edge.
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